16748-29-1

Basic information

• Product Name: N-ALPHA-METHYL-L-ORNITHINE HYDROCHLORIDE
• Synonyms: H-L-MEORN-OH HCL;H-MEORN-OH HCL;N-ALPHA-METHYL-L-ORNITHINE HYDROCHLORIDE;N-ME-ORNITHINE HCL;N-ME-ORN-OH HCL;N-Me-Orn-OH;N2-Methyl-L-ornithine
• CAS NO: 16748-29-1
• Molecular Formula: C6H15ClN2O2
• Molecular Weight: 182.65
• Product Categories: amino acids
• Mol File: 16748-29-1.mol

Chemical Properties

• Appearance: /
• Storage Temp.: Store at RT.
• CAS DataBase Reference: N-ALPHA-METHYL-L-ORNITHINE HYDROCHLORIDE(CAS DataBase Reference)
• NIST Chemistry Reference: N-ALPHA-METHYL-L-ORNITHINE HYDROCHLORIDE(16748-29-1)
• EPA Substance Registry System: N-ALPHA-METHYL-L-ORNITHINE HYDROCHLORIDE(16748-29-1)

Safety Data

• Hazardous Substances Data: 16748-29-1(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Development:
N-Alpha-methyl-L-ornithine hydrochloride is utilized as a research compound for the development of pharmaceuticals targeting various diseases. Its ability to regulate polyamine production makes it a promising candidate for the treatment of conditions related to abnormal cell growth.
Used in Cancer Treatment Research:
In cancer treatment research, N-Alpha-methyl-L-ornithine hydrochloride is employed as a potential therapeutic agent. Its capacity to inhibit ornithine decarboxylase can help control the growth and proliferation of cancer cells, offering a possible avenue for cancer treatment.
Used in Study of Metabolic and Neurological Disorders:
N-Alpha-methyl-L-ornithine hydrochloride is also used as a research tool in the study of various metabolic and neurological disorders. Its influence on polyamine biosynthesis can provide insights into the underlying mechanisms of these conditions and contribute to the development of targeted therapies.
Used in Prevention of Tropical Diseases:
N-Alpha-methyl-L-ornithine hydrochloride has been investigated for its potential use in preventing tropical diseases such as African sleeping sickness. Its role in regulating polyamine production may offer a means to combat the effects of these diseases and improve overall health outcomes in affected regions.

Upstream product

• 37149-04-5 N^α-Benzyl-N^α-methyl-N^ε-tosyl-l-ornithin 
• 880145-14-2 N⁵-benzoyl-N²-(toluene-4-sulfonyl)-L-ornithine 
• 15647-43-5 N^δ-benzoyl-L-ornithine 
• 34605-48-6 N^α-Acetyl-N^α-tosyl-L-ornithine-isopropylester 
• 3304-51-6 N-carboxybenzyl-L-ornithine 
• 45172-42-7 (2S)-2-[(tert-butoxycarbonyl)amino]-4-cyanobutyric acid 
• 13726-85-7 Boc-Gln-OH 
• 161561-59-7 (2S)-2-[(tert-butoxycarbonyl)(methyl)amino]-4-cyanobutyric acid 
• 124312-52-3 (S)-5-Acetylamino-2-[methyl-(toluene-4-sulfonyl)-amino]-pentanoic acid isopropyl ester 
• 37148-98-4 N^α-Methyl-N^ε-p-toluensulfonyl-l-ornithin 
• 900497-71-4 N⁵-benzoyl-N²-methyl-N²-(toluene-4-sulfonyl)-L-ornithine 

Relevant articles and documents

Synthesis of cyclic and acyclic Nα-methyl-Nω-alkyl-L-arginine analogues

A series of Nα-methyl-alkyl-L-arginine (Arg) analogues have been synthesized from inexpensive, commercially available starting materials. These analogues, once incorporated into pharmaceutically relevant peptides, are expected to increase binding affinity, receptor selectivity, lipophilicity, and stability as demonstrated with analogues of similar design and structure.

Stoffwechselprodukte von Mikroorganismen. Maduraferrin, ein neuartiger Siderophor aus Actinomadura madurae

Maduraferrin, a Novel Siderophore from Actinomadura madurae.From a strain of Actinomadura madurae, a new siderophore was isolated.Maduraferrin is the Fe complex of an oligopeptide composed of salicylic acid, β-alanine, glycine, L-serine, Nδ-hydroxy-Nα-methyl-L-ornithine, and L-hexahydropyridazine-3-carboxylic acid.The complexing centers are a salicylamide moiety, a hydroxamic-acid group and an acid hydrazide group.

AN ALTERNATIVE ROUTE TO Nα-METHYLAMINO ACID DERIVATIVES: SYNTHESIS AND CONFORMATION OF SOME Nα-acetyl-Nα-METHYLAMINO ACID METHYLAMIDES

The methylation of tert-butyl- or isopropyl esters of Nα-4-toluenesulfonyl-amino acids by dimethylsulfate in aqueous alkaline solution in the presence of a detergent gives the corresponding Nα-methylderivatives.Using this synthetic route the Nα-acetylderivatives of MeAla, MeLeu, MeOrn and MePhe methylamides have been prepared and the solution conformation of these dipeptide units has been investigated. 1H and 13C NMR spectra show that, while in dimethylsulfoxide the tertiary amide group is mostly in cis-conformation, in protic solvents the equilibrium is shifted towards trans-conformation.Circular dichroism spectra reveal some specific features (e.g. high band intensities in protic solvents) which cannot be explained solely on the basis of the increased rigidity caused by the Nα-methyl group.We tried to explain these effects supposing that the tertiary amide group is deviated from the planar arrangement (due to the interaction between the methyl groups, a substituent on Cα and solvent molecule attached to the oxygen atom) and contributes to the observed circular dichroism as the inherently chiral chromophore.